反应详情

To a suspension of 1.0 g of lithium hydride in 30 ml of toluene was added dropwise a solution of 3.96 g of 2-hydroxybibenzyl in 30 ml of toluene at room temperature over 5 minutes. The mixture was heated under reflux for 30 minutes, a solution of 6.45 g of 2-chloro-N,N-dimethylethylamine in 20 ml of toluene added dropwise under reflux over 5 minutes and then reflux was continued for an additional 2 hours. The reaction mixture was cooled to room temperature, and to this was added 50 ml of water. The toluene layer was separated, washed twice with water, dried over anhydrous sodium sulfate and then the toluene distilled off in vacuo. The residue was dissolved in ethyl ether, and then 20% ethanolic hydrogen chloride solution was added. The resulting precipitate was collected by filtration and recrystallized from ethanol-ether to give 5.81 g (95% yield) of 2-(2-dimethylaminoethoxy)bibenzyl hydrochloride, m. p. 172°-173° C.

1. temperatureThe mixture was heated
2. temperatureunder reflux for 30 minutes
3. temperatureunder reflux over 5 minutes
4. temperaturereflux
5. customThe toluene layer was separated
6. washwashed twice with water
7. dry with materialdried over anhydrous sodium sulfate
8. distillationthe toluene distilled off in vacuo
9. dissolutionThe residue was dissolved in ethyl ether
10. addition20% ethanolic hydrogen chloride solution was added
11. filtrationThe resulting precipitate was collected by filtration
12. customrecrystallized from ethanol-ether